CN109749083A - Eight (trimethoxy silica ethyl) poss silicone rubber crosslinking agent - Google Patents
Eight (trimethoxy silica ethyl) poss silicone rubber crosslinking agent Download PDFInfo
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- CN109749083A CN109749083A CN201811500952.4A CN201811500952A CN109749083A CN 109749083 A CN109749083 A CN 109749083A CN 201811500952 A CN201811500952 A CN 201811500952A CN 109749083 A CN109749083 A CN 109749083A
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- crosslinking agent
- silica ethyl
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Abstract
Eight (trimethoxy silica ethyl) poss silicone rubber crosslinking agent, it is related to silicone rubber crosslinking agent, the present invention passes through hydrolysis-condensation reaction, synthesize a kind of eight vinyl-POSS intermediates, then hydrosilation method is used, is basic eight (trimethoxy silica ethyl) POSS of object synthesizing new cage model sesquialter crosslinking agent with eight vinyl-POSS.The present invention prepares eight (trimethoxy silica ethyl) poss crosslinking agents, when hydrolytic condensation occurs with silicone oil, three methoxyl groups can react with hydroxy silicon oil, for POSS compared to one H of apex angle, crosslinking with silicon rubber is more closely, crosslink density is higher, furthermore, using hydroxy-end capped containing hydrogen silicone oil and vinylsiloxane rubber, compared to general silicone oil, hydroxy silicon oil effectively can form physics cross-linked structure with eight (trimethoxy silica ethyl) POSS and vinylsiloxane rubber, itself is made to have excellent heat-resisting quantity and mechanical property.
Description
Technical field
The present invention relates to a kind of rubber crosslinker, hand over more particularly to a kind of eight (trimethoxy silica ethyl) poss silicon rubber
Join agent.
Background technique
Phase is added due to characteristics such as its excellent resistant of high or low temperature, weatherability, ozone resistance and electric properties in silicon rubber
The filler answered can be made into conductive rubber for various purposes, heat conductive rubber, thus in aerospace field, be mainly used as spacecraft table
Plane materiel material binders for coatings etc., it turns out that, severe space environment can destroy polymer material, therefore improve the resistance to of silicon rubber
It is hot to have very important significance.
Silastic elastomer is but the silicon rubber heat-resisting temperature after solidifying generally using containing hydrogen silicone oil as crosslinking agent at present
It tends not to meet operation requirement, thermal stability and mechanical property are poor.
Eight (trimethoxy silica ethyl) poss crosslinking agents, when hydrolytic condensation occurs with silicone oil, three methoxyl groups can be with
Hydroxy silicon oil reacts, and for the POSS compared to one H of apex angle, more closely, crosslink density is higher for the crosslinking with silicon rubber,
In addition, using hydroxy-end capped containing hydrogen silicone oil and vinylsiloxane rubber, compared to general silicone oil, hydroxy silicon oil can effectively with
Eight (trimethoxy silica ethyl) POSS and vinylsiloxane rubber form physics cross-linked structure, make itself to have excellent resistance to
High temperatures and mechanical property.
Summary of the invention
The purpose of the present invention is to provide a kind of eight (trimethoxy silica ethyl) poss silicone rubber crosslinking agent, present invention preparations
Synthesizing new cage model sesquialter crosslinking agent eight (trimethoxy silica ethyl) POSS then puts into such friendship of silicon rubber by changing
Join agent dosage, test its heat resistance and tensile property finds optimum charging ratio, so that the crosslinking for reaching raising silicon rubber is close
Degree, enhances the purpose of high temperature resistance.
The purpose of the present invention is what is be achieved through the following technical solutions:
Eight (trimethoxy silica ethyl) poss silicone rubber crosslinking agent, the silicone rubber crosslinking agent includes following preparation process:
I) hydrolysis-condensation reaction is occurred in the mixed solution of concentrated hydrochloric acid and water by vinyltrimethoxysilane and acetone,
Then eight ethenyl cage model sesquialter siloxanes of stereoeffect are formed；
Vinyl-POSS is added in flask with three necks,round bottom, adds trimethoxy silane, methyl tertiary butyl ether(MTBE) is warming up to 40
DEG C, catalyst, magnetic agitation and condensing reflux 8h is then added.After return stirring, standing is cooled to room temperature and continues to stir
15h is mixed, active carbon is then added and stirs 0.5h, resulting black t-butyl methyl ether solution is passed through into silica gel and diatomite mistake
Filter, is concentrated to give clear liquid using rotary evaporator.Gained is obtained into clear liquid, pentane is added, flow back 1h, by resulting solution using silicon
The filter operation of glue and diatomite, and again by being concentrated by evaporation to obtain clear liquid, can obtain colourless oil liquid is novel cage modle times
Half crosslinking agent, reaction equation are as follows:
。
Eight described (trimethoxy silica ethyl) the poss silicone rubber crosslinking agent, the catalyst are Pt platinum catalyst；
Eight described (trimethoxy silica ethyl) the poss silicone rubber crosslinking agent, the solvent are methyl tertiary butyl ether(MTBE) or tetrahydro furan
It mutters.
Eight described (trimethoxy silica ethyl) the poss silicone rubber crosslinking agent, it is described to have ethylbenzene hydrogen-based cage model sesquialter silicon
Oxygen alkane silicone rubber crosslinking agent is synthesized a kind of eight vinyl-POSS intermediates, is then added using silicon hydrogen by hydrolysis-condensation reaction
Cheng Fa is basic eight (trimethoxy silica ethyl) POSS of object synthesizing new cage model sesquialter crosslinking agent with eight vinyl-POSS.
Specific embodiment
The following describes the present invention in detail with reference to examples.
Raw material removes specified otherwise in embodiment, is commercially available.
Embodiment 1
By eight ethenyl cage model sesquialter siloxanes and trimethoxy silane 1:5 in mass ratio, eight ethenyl cage models times are accurately weighed
Half siloxanes and trimethoxy silane monomer, add it in 500ml flask with three necks,round bottom, stir evenly, and react at 40 DEG C
Under the conditions of be added catalyst, magnetic agitation and be condensed back 8h.After return stirring, standing is cooled to room temperature and continues to stir
15h, is then added active carbon and stirs 0.5h, and resulting black t-butyl methyl ether solution is filtered by silica gel and diatomite,
Clear liquid is concentrated to give using rotary evaporator.Gained is obtained into clear liquid, pentane is added, flow back 1h, by resulting solution using silica gel and
The filter operation of diatomite, and again by being concentrated by evaporation to obtain clear liquid, can obtain colourless oil liquid is trimethoxy silica ethyl
Cage-type silsesquioxane silicone rubber crosslinking agent.
Embodiment 2
The vinylsiloxane rubber (viscosity 20000mPas) for weighing 100 parts, adds 20 parts and is dissolved in the eight of methyl tertiary butyl ether(MTBE)
(trimethoxy silica ethyl) poss crosslinking agent makes its mixing with glass bar stirring.It is put into vacuum oven and vacuumizes de-bubble.So
Afterwards, it is added 0.2 part of PC610 inhibitor, 5 parts of nano tin dioxides, 5 parts of nano-cerium oxides, 10 parts of silane coupling agents are processed white
Carbon black.0.5 part of platinum catalyst is added after stirring and evenly mixing in glass bar, is put into vacuum oven after stirring evenly and vacuumizes de-bubble, then
It is put under room temperature environment, places a period of time, until silicon rubber becomes the elastomer for having certain degree of hardness.According to GB/T
The performance of 13477.6-2002 test gained cured glue body: maximum load 236.4N, drawing high intensity is 2.85Mpa.Initial point
Solving temperature is 434.6 DEG C.
Embodiment 3
The vinylsiloxane rubber (viscosity 20000mPas) for weighing 100 parts, adds 30 parts and is dissolved in the eight of methyl tertiary butyl ether(MTBE)
(trimethoxy silica ethyl) poss crosslinking agent makes its mixing with glass bar stirring.It is put into vacuum oven and vacuumizes de-bubble.So
Afterwards, it is added 0.2 part of PC610 inhibitor, 5 parts of nano tin dioxides, 5 parts of nano-cerium oxides, 10 parts of silane coupling agents are processed white
Carbon black.0.5 part of platinum catalyst is added after stirring and evenly mixing in glass bar, is put into vacuum oven after stirring evenly and vacuumizes de-bubble, then
It is put under room temperature environment, places a period of time, until silicon rubber becomes the elastomer for having certain degree of hardness.According to GB/T
The performance of 13477.6-2002 test gained cured glue body: maximum load 594.43N, drawing high intensity is 5.73Mpa.Initial point
Solving temperature is 478.5 DEG C.
From the above data, eight (trimethoxy silica ethyl) poss crosslinking agents of the invention, have been prepared heat-resisting with it
The silicon rubber of property and good mechanical properties.
Claims (4)
1. eight (trimethoxy silica ethyl) poss silicone rubber crosslinking agent, which is characterized in that the silicone rubber crosslinking agent includes following
Preparation process:
Hydrolysis-condensation reaction occurs in the mixed solution of concentrated hydrochloric acid and water by vinyltrimethoxysilane and acetone, then
Form eight ethenyl cage model sesquialter siloxanes of stereoeffect；
Vinyl-POSS is added in flask with three necks,round bottom, adds trimethoxy silane, methyl tertiary butyl ether(MTBE) is warming up to 40
DEG C, catalyst, magnetic agitation and condensing reflux 8h is then added；After return stirring, standing is cooled to room temperature and continues to stir
15h is mixed, active carbon is then added and stirs 0.5h, resulting black t-butyl methyl ether solution is passed through into silica gel and diatomite mistake
Filter, is concentrated to give clear liquid using rotary evaporator；Gained is obtained into clear liquid, pentane is added, flow back 1h, by resulting solution using silicon
The filter operation of glue and diatomite, and again by being concentrated by evaporation to obtain clear liquid, can obtain colourless oil liquid is novel cage modle times
Half crosslinking agent, reaction equation are as follows:
。
2. eight (trimethoxy silica ethyl) poss rubber crosslinker according to claim 1, it is characterised in that: catalyst is
Pt platinum catalyst.
3. eight (trimethoxy silica ethyl) poss crosslinking agent according to claim 1, it is characterised in that: solvent is methyl- tert
Butyl ether or tetrahydrofuran.
4. according to claim 1 a kind of with the silicone rubber crosslinking agent of ethylbenzene hydrogen-based cage-type silsesquioxane, feature
It is: by hydrolysis-condensation reaction, synthesizes a kind of eight vinyl-POSS intermediates, use hydrosilation method, then with eight second
Alkenyl-POSS is basic eight (trimethoxy silica ethyl) POSS of object synthesizing new cage model sesquialter crosslinking agent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811500952.4A CN109749083A (en) | 2018-12-10 | 2018-12-10 | Eight (trimethoxy silica ethyl) poss silicone rubber crosslinking agent |
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|---|---|---|---|
| CN201811500952.4A CN109749083A (en) | 2018-12-10 | 2018-12-10 | Eight (trimethoxy silica ethyl) poss silicone rubber crosslinking agent |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114015051A (en) * | 2021-11-12 | 2022-02-08 | 东莞理工学院 | Preparation method and application of DOPO-POSS flame retardant |
Citations (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102181159A (en) * | 2011-03-15 | 2011-09-14 | 杭州师范大学 | Polysilsesquioxane reinforced light emitting diode (LED) encapsulation organic silicon rubber and preparation method thereof |
| CN102532552A (en) * | 2010-11-05 | 2012-07-04 | 日东电工株式会社 | Silicone resin, sealing material, and optical semiconductor device |
| CN102827477A (en) * | 2011-06-16 | 2012-12-19 | 日东电工株式会社 | Silicone resin composition, encapsulating layer, reflector, and optical semiconductor device |
| CN103113592A (en) * | 2013-01-07 | 2013-05-22 | 四川大学 | Multifunctional POSS (polyhedral oligomeric silsesquioxane) modified silicon rubber and preparation method thereof |
| CN103288867A (en) * | 2013-06-18 | 2013-09-11 | 武汉绿凯科技有限公司 | Novel alkoxy silane based POSS (polyhedral oligomeric silsesquioxanes) as well as preparation method and application thereof |
| CN103725249A (en) * | 2013-12-24 | 2014-04-16 | 烟台德邦先进硅材料有限公司 | LED (Light Emitting Diode) packaging silica gel with high refraction index |
| CN103849150A (en) * | 2014-02-24 | 2014-06-11 | 四川大学 | Preparation method of POSS modified polysiloxane rubber composite material |
| CN106279694A (en) * | 2016-07-28 | 2017-01-04 | 北京化工大学 | Nanometer cage-type silsesquioxane coupling agent and the method preparing hybrid silica aeroge |
| CN106433146A (en) * | 2016-09-08 | 2017-02-22 | 沈阳化工大学 | Room-temperature vulcanization heat-resistant silicon rubber with active hydrogen based cage structure and preparation method thereof |
| CN106479189A (en) * | 2016-09-21 | 2017-03-08 | 沈阳化工大学 | A kind of silicone rubber containing phenyl three silylation cage-type silsesquioxane |
| CN106519237A (en) * | 2016-10-21 | 2017-03-22 | 沈阳化工大学 | Diphenyl siloxy polyhedral oligomeric silsesquioxane silicone rubber cross-linking agent and preparation method thereof |
| CN106519234A (en) * | 2016-09-21 | 2017-03-22 | 沈阳化工大学 | Triphenylsilane-based cage type silsesquioxane organosilicone cross-linking agent and preparation method thereof |
| CN106800781A (en) * | 2016-12-23 | 2017-06-06 | 沈阳化工大学 | One kind is used（Tetraphenyl）Silicon rubber prepared by phenethyl POSS heat resistance accessories |
| CN106810700A (en) * | 2016-12-27 | 2017-06-09 | 沈阳化工大学 | One kind contains phenyl end capped methyl ethylene（Tetraphenyl）Phenyl modified silica gel and preparation method thereof |
| CN106967475A (en) * | 2017-04-20 | 2017-07-21 | 安徽春辉仪表线缆集团有限公司 | A kind of ER fluid of nano titanium oxide grafted ethene based polysiloxane and preparation method thereof |
| CN107022142A (en) * | 2017-04-20 | 2017-08-08 | 安徽春辉仪表线缆集团有限公司 | A kind of DOPO derivatives grafts siloxanes flame retarding reaction type cable material and preparation method thereof |
| CN107746553A (en) * | 2017-11-29 | 2018-03-02 | 陕西高华知本化工科技有限公司 | The preparation method of vinyl silsesquioxane composite |
| CN108892776A (en) * | 2018-04-13 | 2018-11-27 | 湖北航泰科技有限公司 | A kind of organic-silicon-modified epoxy resin and preparation method thereof |
-
2018
- 2018-12-10 CN CN201811500952.4A patent/CN109749083A/en not_active Withdrawn
Patent Citations (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102532552A (en) * | 2010-11-05 | 2012-07-04 | 日东电工株式会社 | Silicone resin, sealing material, and optical semiconductor device |
| CN102181159A (en) * | 2011-03-15 | 2011-09-14 | 杭州师范大学 | Polysilsesquioxane reinforced light emitting diode (LED) encapsulation organic silicon rubber and preparation method thereof |
| CN102827477A (en) * | 2011-06-16 | 2012-12-19 | 日东电工株式会社 | Silicone resin composition, encapsulating layer, reflector, and optical semiconductor device |
| CN103113592A (en) * | 2013-01-07 | 2013-05-22 | 四川大学 | Multifunctional POSS (polyhedral oligomeric silsesquioxane) modified silicon rubber and preparation method thereof |
| CN103288867A (en) * | 2013-06-18 | 2013-09-11 | 武汉绿凯科技有限公司 | Novel alkoxy silane based POSS (polyhedral oligomeric silsesquioxanes) as well as preparation method and application thereof |
| CN103725249A (en) * | 2013-12-24 | 2014-04-16 | 烟台德邦先进硅材料有限公司 | LED (Light Emitting Diode) packaging silica gel with high refraction index |
| CN103849150A (en) * | 2014-02-24 | 2014-06-11 | 四川大学 | Preparation method of POSS modified polysiloxane rubber composite material |
| CN106279694A (en) * | 2016-07-28 | 2017-01-04 | 北京化工大学 | Nanometer cage-type silsesquioxane coupling agent and the method preparing hybrid silica aeroge |
| CN106433146A (en) * | 2016-09-08 | 2017-02-22 | 沈阳化工大学 | Room-temperature vulcanization heat-resistant silicon rubber with active hydrogen based cage structure and preparation method thereof |
| CN106479189A (en) * | 2016-09-21 | 2017-03-08 | 沈阳化工大学 | A kind of silicone rubber containing phenyl three silylation cage-type silsesquioxane |
| CN106519234A (en) * | 2016-09-21 | 2017-03-22 | 沈阳化工大学 | Triphenylsilane-based cage type silsesquioxane organosilicone cross-linking agent and preparation method thereof |
| CN106519237A (en) * | 2016-10-21 | 2017-03-22 | 沈阳化工大学 | Diphenyl siloxy polyhedral oligomeric silsesquioxane silicone rubber cross-linking agent and preparation method thereof |
| CN106800781A (en) * | 2016-12-23 | 2017-06-06 | 沈阳化工大学 | One kind is used（Tetraphenyl）Silicon rubber prepared by phenethyl POSS heat resistance accessories |
| CN106810700A (en) * | 2016-12-27 | 2017-06-09 | 沈阳化工大学 | One kind contains phenyl end capped methyl ethylene（Tetraphenyl）Phenyl modified silica gel and preparation method thereof |
| CN106967475A (en) * | 2017-04-20 | 2017-07-21 | 安徽春辉仪表线缆集团有限公司 | A kind of ER fluid of nano titanium oxide grafted ethene based polysiloxane and preparation method thereof |
| CN107022142A (en) * | 2017-04-20 | 2017-08-08 | 安徽春辉仪表线缆集团有限公司 | A kind of DOPO derivatives grafts siloxanes flame retarding reaction type cable material and preparation method thereof |
| CN107746553A (en) * | 2017-11-29 | 2018-03-02 | 陕西高华知本化工科技有限公司 | The preparation method of vinyl silsesquioxane composite |
| CN108892776A (en) * | 2018-04-13 | 2018-11-27 | 湖北航泰科技有限公司 | A kind of organic-silicon-modified epoxy resin and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 葛铁军 ，等: "OPS/乙烯基硅橡胶复合材料的性能研究", 《橡胶工业》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114015051A (en) * | 2021-11-12 | 2022-02-08 | 东莞理工学院 | Preparation method and application of DOPO-POSS flame retardant |
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